64989-98-6

Upstream product

• 136795-65-8 N,N-dimethyl-N-[(E)-2-(4-nitrophenyl)-1-ethenyl]amine 
• 20973-68-6 1-dimethylamino-2-p-nitrophenyl-ethylene 
• 99-99-0 1-methyl-4-nitrobenzene 

Downstream Products

• 64989-90-8 4-(4-Aminophenyl)-1-phenyl-pyrazol-3-carbonsaeure-ethylester 
• 64989-99-7 4-(4-nitro-phenyl)-1-phenyl-1H-pyrazole-3-carboxylic acid 
• 64990-07-4 [4-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-3-yl]-acetic acid 
• 64990-09-6 [4-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-3-yl]-acetonitrile 
• 64989-94-2 3-bromomethyl-4-(4-chloro-phenyl)-1-phenyl-1H-pyrazole 
• 64990-08-5 [4-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-3-yl]-methanol 
• 64989-91-9 4-(4-Chlorphenyl)-1-phenyl-pyrazol-3-carbonsaeure-ethylester 
• 64989-95-3 [4-(4-chloro-phenyl)-1-phenyl-1H-pyrazol-3-yl]-acetonitrile 
• 64989-97-5 3-Chlormethyl-4-(4-methoxyphenyl)-1-phenylpyrazol 
• 64989-93-1 [4-(4-chloro-phenyl)-1-phenyl-1H-pyrazol-3-yl]-methanol 
• 64989-96-4 4-(4-Methoxyphenyl)-1-phenyl-pyrazol-3-carbonsaeure-ethylester 

Relevant academic research and scientific papers

Studies with enamines: Reactivity of N,N-dimethyl-N-[(E)-2-(4-nitrophenyl)- 1-ethenyl]amine towards nitrilimine and aromatic diazonium salts

(Chemical Equation Presented) In the presence of triethylamine, cycloaddition reaction of enamine 1 with hydrazonoyl halides 2 followed by dimethylamine elimination was achieved, yielding the corresponding 1,3,4-trisubstituted pyrazoles 4. Coupling of enamine 1 with aromatic diazonium salts afforded 2-(arylhydrazono)-2-(4-nitrophenyl)acetaldehyde 9 in good yield. Refluxing the phenyl hydrazone 9a with chloroacetone in ethanol in the presence of triethylamine afforded 1,3,5-trisubstituted pyrazole 12a, formed via intermediate 11a. Reaction of 9a with hydroxylamine hydrochloride in ethanol in the presence of anhydrous sodium acetate yielded oxime 13a which was irradiated in a microwave oven in the presence of acetic acid to afford a mixture of 15a and 16a.